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- W2003163739 abstract "The gas-phase reactions of F−(CH3OH) and F−(C2H5OH) with t-butyl bromide have been investigated to explore the effect of the solvent on the E2 transition state. Kinetic isotope effects (KIEs) were measured using a flowing afterglow-selected ion flow tube (FA-SIFT) mass spectrometer upon deuteration of both the alkyl halide and the alcohol. Kinetic isotope effects are significantly more pronounced than those previously observed for similar reactions of F−(H2O) with t-butyl halides. KIEs for the reaction of F−(CH3OH) with t-butyl bromide are 2.10 upon deuteration of the neutral reagent and 0.74 upon deuteration of the solvent. KIEs for the reaction of F−(C2H5OH) with t-butyl bromide are 3.84 upon deuteration of the neutral reagent and 0.66 upon deuteration of the solvent. The magnitude of these effects is discussed in terms of transition-state looseness. Additionally, deuteration of the neutral regent and deuteration of the solvent do not produce completely separable isotope effects, which is likely due to a crowded transition state. These results are compared to our previous work on SN2 and E2 solvated systems." @default.
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- W2003163739 date "2008-09-01" @default.
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- W2003163739 title "Deuterium kinetic isotope effects in microsolvated gas-phase E2 reactions: Methanol and ethanol as solvents" @default.
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- W2003163739 doi "https://doi.org/10.1016/j.jasms.2008.05.002" @default.
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